Palladium-mediated intramolecular C-N bond formation involving allyl substituted pyridines. Application to a novel strategy for the synthesis of the skeleton of berberinium derivatives

被引:27
作者
Chengebroyen, J [1 ]
Linke, M [1 ]
Robitzer, M [1 ]
Sirlin, C [1 ]
Pfeffer, M [1 ]
机构
[1] Univ Strasbourg 1, Lab Synthese Metalloind, UMR 7513, F-67000 Strasbourg, France
关键词
palladium-mediated synthesis; C-N bond formation; allenes; cyclopalladated complexes; fleterocyles; berberiniums;
D O I
10.1016/j.jorganchem.2003.06.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The insertion of allenes in the Pd-C sigma bond of cyclopalladated pyridine derivatives afforded (eta(3)-allyl) Pd complexes. The ideally located imine unit reacted selectively with the allyl functionality to yield a series of new cationic heterocycles. The process opened the route to a novel strategy for the synthesis of berberiniums, a class of molecules of pharmacological interest. (C) 2003 Elsevier B.V. All rights reserved.
引用
收藏
页码:313 / 321
页数:9
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